| Identification | More | [Name]
CAFFEIC ACID | [CAS]
501-16-6 | [Synonyms]
3-(3,4-DIHYDROXYPHENYL)-2-PROPENOIC ACID
3-(3,4-DIHYDROXYPHENYL)ACRYLIC ACID
3,4-DIHYDROXYCINNAMIC ACID
AKOS B004050
CAFFEIC ACID
LABOTEST-BB LT00233168
RARECHEM BK HC T335
TIMTEC-BB SBB006475
(E)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid
3,4-Dihydroxy-trans-cinnamate | [EINECS(EC#)]
206-361-2 | [Molecular Formula]
C9H8O4 | [MDL Number]
MFCD00004392 | [Molecular Weight]
180.16 | [MOL File]
501-16-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
211-213 °C (dec.)(lit.)
| [Boiling point ]
416.8±35.0 °C(Predicted) | [density ]
1.478±0.06 g/cm3(Predicted) | [storage temp. ]
Storage temp. 2-8°C | [solubility ]
ethanol: 50 mg/mL
| [form ]
powder
| [pka]
4.58±0.10(Predicted) | [color ]
yellow to tan
| [BRN ]
1954563 | [Major Application]
food and beverages | [InChI]
1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2+ | [InChIKey]
QAIPRVGONGVQAS-DUXPYHPUSA-N | [SMILES]
OC(=O)\C=C\c1ccc(O)c(O)c1 | [LogP]
1.420 (est) | [CAS DataBase Reference]
501-16-6(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Uses]
trans-Caffeic Acid is a useful synthetic intermediate. It was used as a reactant to synthesize N-caffeoylphenalkylamide derivatives as bacterial efflux pump inhibitors. It is also used to prepare caffeic acid phenethyl ester analogs with antitumor structures. |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R40:Limited evidence of a carcinogenic effect.
R63:Possible risk of harm to the unborn child.
R68:Possible risk of irreversible effects. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
GD8950000
| [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Carc. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow crystalline powder | [Definition]
ChEBI: Caffeic acid is a hydroxycinnamic acid that is cinnamic acid in which the phenyl ring is substituted by hydroxy groups at positions 3 and 4. It exists in cis and trans forms; the latter is the more common. It has a role as a plant metabolite, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, an EC 2.5.1.18 (glutathione transferase) inhibitor, an EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor, an antioxidant and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a hydroxycinnamic acid and a member of catechols. | [General Description]
This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG | [IC 50]
Microbial Metabolite |
|
| Company Name: |
Sigma-Aldrich
|
| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
| Company Name: |
parabiochem
|
| Telephone: |
025-83453382-8005 |
| Website: |
www.parabiochem.cn |
|